BOC-L-Proline
Synonym(s):N-(tert-Butoxycarbonyl)-L -proline;Boc-L -proline;Boc-Pro-OH;N-α-t.-Boc-L-proline
- CAS NO.:15761-39-4
- Empirical Formula: C10H17NO4
- Molecular Weight: 215.25
- MDL number: MFCD00037324
- EINECS: 239-848-3
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-06-04 19:18:49
What is BOC-L-Proline?
Description
N-Boc-L-proline is a synthetic intermediate. It has been used in the synthesis of enantioselective catalysts for aldol reactions and hepatitis C virus (HCV) NS5A inhibitors.
Chemical properties
White to off-white microcrystalline powder
The Uses of BOC-L-Proline
N-Boc-L-proline is used as an intermediate in organic synthesis. It is also used to prepare daclatasvir, which inhibits the hepatitis C virus (HCV) non-structural 5A (NS5A) protein. Further, it is used as a drug in the treatment of hepatitis C virus (HCV).
What are the applications of Application
Boc-Pro-OH is a useful synthetic intermediate
Preparation
Triethylamine (16.5 mL, 0.12 mmol) was added dropwise over a period of 10 min to a stirred, ice-cold suspension of l-proline (10.0 g, 8.7 mmol) in dichloromethane (200 mL) in a 500-mL three-necked, round-bottomed flask. A solution of Boc2O (28.3 g, 0.13 mmol) in dichloromethane (100 mL) was then added over a period of 10 min and the mixture was stirred for 2.5 h. Thereafter, 10% aqueous citric acid (50 mL) was added, and the dichloromethane layer was washed with saturated brine (2×50 mL) and with water (50 mL). After drying the organic phase over magnesium sulfate, the solvent was evaporated and the residue was taken up in hot ethyl acetate. Dilution of this solution with hexane gave the product, N-tertbutoxycarbonyl- L-proline (17.8 g, 95%); mp 138–140℃; TLC (silica gel): Rf=0:36 (EtOAc/MeOH, 1:1).
Properties of BOC-L-Proline
Melting point: | 133-135 °C(lit.) |
Boiling point: | 355.52°C (rough estimate) |
alpha | -60.5 º (c=1, HAc) |
Density | 1.1835 (rough estimate) |
refractive index | -60 ° (C=2, AcOH) |
storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
solubility | Soluble in acetic acid. |
form | Crystals or Crystalline Powder |
pka | 4.01±0.20(Predicted) |
color | White |
optical activity | [α]20/D 61±2°, c = 2% in acetic acid |
BRN | 15828 |
CAS DataBase Reference | 15761-39-4(CAS DataBase Reference) |
EPA Substance Registry System | 1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)- (15761-39-4) |
Safety information for BOC-L-Proline
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for BOC-L-Proline
InChIKey | ZQEBQGAAWMOMAI-ZETCQYMHSA-N |
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TEADUS PHARMA PRIVATE LIMITED
SV CHEM INTERMEDITES PRIVATE LIMITED
JSK Chemicals
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ALS INDIA LIFE SCIENCES
Atul Bioscience Ltd
Arnavi Laboratory
Aurazia Chem Laboratories Private Limited
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